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Primarily oil portraits of 18th century literary figures. There are also engravings, and pen and ink and pencil sketches. Among the literary figures are portraits of Samuel Butler, Lord Byron, Thomas Carlyle; Colley Cibber; Charles Dickens; John Evelyn; John Foxe; David Garrick; Thomas Gray; Charles Lamb; Sir Thomas More; Sir Walter Raleigh; Samuel Richardson; Richard B. Sheridan; Alfred, Lord Tennyson; William M. Thackeray; and others. There is also a portrait by Blanche Ames of George A. Plimpton. Among the artists represented in the collection are James Maubert, Frederick Sandys, and William Hogarth (attrib.)

Correspondence, manuscripts, documents, financial records, photographs, drawings, engravings, and printed materials of Benjamin. The personal and business papers concern Benjamin's publishing and bookselling company, his numerous benefactions, the disposal of his collections, and many printed catalogs for his company, 1883-1940. The two major correspondents are the business and financial records for the printing, binding, and extensive promotion through a network of agents of Stedman's A LIBRARY OF AMERICAN LITERATURE FROM THE EARLIEST SETTLEMENT TO THE PRESENT TIME; new ed. (New York, W.E. Benjamin, 1894). There are also letters, manuscripts, documents, and drawings of English literary figures collected by Benjamin. Among these are six letters of George Eliot, 47 letters and six manuscripts of John Ruskin, and three letters and one manuscript of Joseph Mallord Turner, with four letters relating to the artist. In addition there ten drawings and watercolors by Ruskin.